Holiday rentals in Island Harbour

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Top-rated holiday rentals in Island Harbour

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Guest favourite

Home in North Side, Anguilla

5.0 out of 5 average rating, 14 reviews

Beautiful newly built one bedroom entire house

A beautiful, newly constructed one bedroom house with modern styling. Highlights include fully air-conditioned space, king sized bed,dual 55 inch TVs with full IPTV channels and streaming services, security gate, security cameras on property, fully equipped kitchen, laundry room with washer and dryer and much, much more. The property is located centrally but offers utmost privacy. No expense was spared to provide a unique, high end experience for your pleasure. We look forward to welcoming you!

27 Mar – 3 Apr

$207 SGD per night

Superhost

Home in Shoal Bay Village, Anguilla

4.92 out of 5 average rating, 13 reviews

Shoal Bay Coastal Sanctuary, Anguilla

Shoal Bay Coastal Sanctuary is located directly on the coast with beautiful unobstructed views of the sea. It's a gracious two story home of 3 bedrooms and 3 full bathrooms--the lower level is comprised of 2 bedrooms on either side of an open plan "kitchen / dining room / living room" with the penthouse bedroom on the upper level. All rooms face onto the Caribbean and overlook the freshwater pool--every room is fully screened and air conditioned and graciously decorated in a Caribbean motif.

6–13 Mar

$933 SGD per night

Guest favourite

Flat in The Quarter, Anguilla

5.0 out of 5 average rating, 22 reviews

Thrush Nest View Studio Apartment

Forget your worries in this spacious and serene studio apartment designed for relaxation after a long day at the beach . Kick your feet up while enjoying a cup of coffee to the sunrise or a glass of wine to the sunset as this space provides panoramic views from every angle. Located in the centre of the island this vacation apartment is the ideal platform for exploring beaches, island tours and extraordinary dinning. Contemporary decor with modern amenities all can enjoy.

6–13 May

$170 SGD per night

Guest favourite

Flat in Shoal Bay, Anguilla

4.95 out of 5 average rating, 19 reviews

Azure at Bayview Homes

Azure, our 1 bedroom home, is one of Anguilla's best kept secrets. Azure is fully equipped and features a living room, dining room, spacious bedroom with air-conditioning and king bed, 1 bathroom, walk in closet, linen closet with extra linens, fully equipped kitchen, large outdoor space, wifi, smart TV, washing machine, dryer and parking. Two barstools are provided for use at the kitchen bar with the living and dining areas comfortably entertaining up to 4 persons each.

29 Dec – 5 Jan

$363 SGD per night

Guest favourite

Flat in East End Village, Anguilla

5.0 out of 5 average rating, 25 reviews

C&J Apartments overlooking Mimi Bay Beach (Apt 2)

Enjoy Anguilla while staying in a spacious 2 bedroom unit, which is apart of a 2 bedroom 4 unit apartment complex. It was designed and is maintained by the hosts. Each room is tastefully decorated to ensure a calming experience. Pictures add to the decor some featuring the work of the talented artist, Canita Ruan, the hosts' daughter. Ceiling fans are in each room, but you may not need them as the area is pretty cool. The area is very quiet. "Your Home Away From Home"

13–20 Sep

$129 SGD per night

Superhost

Flat in AI, Anguilla

4.83 out of 5 average rating, 36 reviews

Bow of The Ship Penthouse - Arawak Beach Club

Awake to stunning Caribbean vistas in our favorite suite, 'The Bow Of The Ship,' at Arawak Beach Club. Luxuriate in a California king bed, private balcony, and easy beach bar access. Explore nearby restaurants and grocery stores. Shoal Bay is just a 10-minute drive away. Enjoy Fiber Internet, Smart TV, ocean breezes, and on-site amenities including an oceanfront pool, paddle boards, glass bottom kayaks, and optional rental car.

18–25 Aug

$258 SGD per night

Guest favourite

Flat in Mount Fortune, Anguilla

5.0 out of 5 average rating, 45 reviews

Fortune Estate (Car rental available)

Newly built modern cozy apartment with remote gate access, back up generator and perimeter security camera system located in Mount Fortune on the eastern end of the island. Five minutes driving access to grocery stores, Island Harbour beach and the restaurants thereon like Falcon Nest. 10 minutes drive from the famous Shoal Bay beach.

29 Jun – 6 Jul

$181 SGD per night

Guest favourite

Villa in Shoal Bay Village, Anguilla

5.0 out of 5 average rating, 15 reviews

BellamareVilla Oceanfront, Pool

Bellamare Villa is located on the edge of Shoal Bay's 1 mile of powdery, white sand beach. We offer uninterrupted ocean views with over 6000 Sq.Ft living space, porches, decks and private pool all on ground level. We are ideal for couples, families, Retirees and Groups. With a charming setting, come enjoy privacy and comfort.

16–23 Oct

$1,485 SGD per night

Guest favourite

Villa in Philipsburg, Sint Maarten

4.99 out of 5 average rating, 222 reviews

Villa Dream View Belair Sint Maarten SXM

Embrace the tranquility in a friendly tropical caribbean modern designed private villa with spacious rooms that are sure to keep you comfortable and feeling at home. Enjoy the sunny day with infinity pool overlooking caribbean sea or enjoy the sea view while watching the sailing huge cruise ships.

18–25 Oct

$624 SGD per night

Superhost

Flat in Bad Cox Pond, Anguilla

4.88 out of 5 average rating, 16 reviews

The Studio at AXA Farmhouse

Welcome to your tranquil retreat at AXA Farmhouse. This private studio offers a serene getaway, complete with a fully equipped kitchen, a spa-inspired bathroom, and a separate entrance for your convenience. Rest easy on a plush bed, and enjoy the comfort of air conditioning throughout your stay.

24–31 Jul

$161 SGD per night

Guest favourite

Villa in Island Harbour, Anguilla

5.0 out of 5 average rating, 18 reviews

Villa Romantica Overlooking the Ocean

My place is close to family-friendly activities, nightlife, beaches, restaurants. You’ll love my place because of the views, the people, the location, the outdoors space, and the ambiance. My place is good for couples, solo adventurers, business travelers, and families (with kids).

12–19 May

$375 SGD per night

Guest favourite

Guest suite in The Valley, Anguilla

4.91 out of 5 average rating, 22 reviews

Hidden Treasure

Hidden Treasure is a unique place with a style of its own. Everything comes to life when contrasted against its hues of green and brings a sense of home that is difficult to escape. From the centrality of location to the variety of amenities offered within, this is a definite win!

19–26 Jul

$112 SGD per night